/AI3h ago

Updated GPT-5.5 Instant Excels At Empathetic Personal Conversations

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Simon Smith@_simonsmith

The updated GPT-5.5 Instant in ChatGPT is the best model I’ve ever used for discussing personal topics. It seamlessly incorporates memory, responds to and acts on feedback (like about writing style), surprises me with its cross-conversational insights (like about themes in recent conversations), is empathetic without being sycophantic, and writes like an intelligent human with the right prompting (but can slip into bullet slope and short sentences without guidance).

As I flagged earlier, it does have the tendency to talk as if it’s actually a human (experiences making quinoa, getting wiser as it gets older, and such), but that may just be a kink of whatever went into making it actually feel more human and enjoyable to interact with.

3:21 PM · May 31, 2026 · 6K Views
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